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$95+ Cheap flights from Dulles Intl (IAD) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Mar 31 — Apr 71
Tue 3/31
Tue 4/7
1 adult, Economy
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Cheap flight deals from Dulles Intl to Caribbean

Cheapest flights from Dulles Intl to Caribbean
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 3/45:25 pm
SJU
-
IAD
1 stop17h 00m
Frontier
Deal found 2/25$183
This Super.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 3/45:25 pm
SJU
-
IAD
1 stop17h 00m
Frontier
Deal found 2/25$185
This Super.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 3/76:00 am
SJU
-
IAD
Nonstop4h 08m
Frontier
Deal found 2/25$187
This Frontier deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 3/146:00 am
SJU
-
IAD
Nonstop4h 08m
Frontier
Deal found 2/25$189
This Frontier deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:08 pm
IAD
-
SJU
1 stop12h 53m
Frontier
Fri 5/13:23 pm
SJU
-
IAD
1 stop9h 13m
Frontier
Deal found 2/25$192
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:34 pm
IAD
-
SJU
1 stop7h 18m
Frontier
Thu 4/163:03 pm
SJU
-
IAD
1 stop9h 33m
Frontier
Deal found 2/26$194
This Trip.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/113:57 pm
IAD
-
SJU
1 stop8h 54m
Frontier
Wed 4/153:21 am
SJU
-
IAD
1 stop8h 19m
Frontier
Deal found 2/28$196
This Super.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:44 pm
IAD
-
SJU
1 stop7h 08m
Frontier
Wed 4/156:30 am
SJU
-
IAD
1 stop29h 10m
Frontier
Deal found 2/28$198
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:26 pm
IAD
-
SJU
1 stop14h 52m
Frontier
Thu 4/96:07 pm
SJU
-
IAD
1 stop19h 55m
Frontier
Deal found 2/28$199
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:34 pm
IAD
-
SJU
1 stop7h 18m
Frontier
Wed 4/153:19 pm
SJU
-
IAD
1 stop20h 21m
Frontier
Deal found 2/26$200
This United Airlines deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:15 am
IAD
-
STT
Nonstop4h 05m
United Airlines
Thu 4/164:45 pm
STT
-
IAD
Nonstop4h 13m
United Airlines
Deal found 2/25$201
This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:20 pm
IAD
-
SJU
Nonstop3h 45m
Multiple Airlines
Wed 3/46:27 pm
SJU
-
IAD
1 stop17h 06m
Multiple Airlines
Deal found 2/25$206

Find flight deals from Dulles Intl to Caribbean

Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated March 1, 2026.

Round-trip from

$192
(Frontier)

One-way from

$95
(Super.com)

Popular in

December

Cheapest in

July

Average price

$323

Good round-trip deal

$269 or less

Good one-way deal

$126 or less
From Washington, D.C. Dulles Intl to Caribbean
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 1, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 4/25

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Wed 4/29

4:45 pm-8:58 pm

Nonstop4h 13m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 5/10

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Wed 5/13

4:45 pm-8:58 pm

Nonstop4h 13m

$213

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 3/4

6:00 am-3:04 pm

1 stop8h 04m

Saint Thomas Island Cyril E King

Tue 3/10

1:55 pm-8:46 pm

1 stop6h 51m

$290

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 4/13

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Mon 4/20

2:10 pm-12:32 am

1 stop10h 22m

$300

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 5/7

6:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Thu 5/14

1:22 pm-11:59 pm

1 stop10h 37m

$300

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 3/10

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Fri 3/13

12:02 pm-4:25 pm

Nonstop4h 23m

$305

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 4/8

6:15 am-3:31 pm

1 stop9h 16m

Saint Thomas Island Cyril E King

Tue 4/14

4:45 pm-8:58 pm

Nonstop4h 13m

$317

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Fri 4/10

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Wed 4/15

1:22 pm-9:04 pm

1 stop7h 42m

$334

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 5/9

1:32 pm-11:35 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Tue 5/12

2:25 pm-10:56 pm

1 stop8h 31m

$353

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 5/2

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 5/5

4:45 pm-8:58 pm

Nonstop4h 13m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Dulles Intl to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dulles Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Caribbean

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $73). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in September is currently the most expensive (average of $268). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IAD to CB?

Find hourly flight availability from Dulles Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 1, 2026.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Caribbean

Explore weekly flight availability from Dulles Intl to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 1, 2026.

The most flights from IAD to 0CB are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 1, 2026.
Read reviews from past customers who have flown Delta, Copa Airlines, and United Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,244 reviews
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Copa Airlines
7.5
Good
1,557 reviews
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,367 reviews
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,372 reviews
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Frontier
5.7
Fair
3,040 reviews
Delta
7.9
Good
8,244 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to Caribbean?

    For as low as $290, United Airlines can have you in Caribbean from Washington, D.C. Dulles Intl Airport in 8h 04m. The distance between Washington, D.C. Dulles Intl Airport and Caribbean is about 1608 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Caribbean one-way?

    The cheapest airlines for a one-way flight from Washington, D.C. Dulles Intl Airport to Caribbean are Frontier ($54), United Airlines ($102), and Delta ($112).

  • What are the most popular routes from Washington, D.C. Dulles Intl Airport to Caribbean?

    The most popular flight routes from Washington, D.C. Dulles Intl Airport to Caribbean are Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl, Washington, D.C. Dulles Intl - Punta Cana and Washington, D.C. Dulles Intl - Oranjestad Reina Beatrix.

  • What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Caribbean?

    No one likes to see their flight delayed. When booking a flight from Washington, D.C. Dulles Intl Airport to Caribbean consider choosing Frontier (81%), Air Canada (75%) or United Airlines (75%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Caribbean?

    While on average a flight from Washington, D.C. Dulles Intl Airport to Caribbean is generally $697, our data shows the cheapest flight currently is $62. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $198 for that flight.

  • Can I find deals for flights from Dulles Intl to Caribbean that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Caribbean.

  • Can I find deals for business class flights from Dulles Intl to Caribbean?

    Yes. Cheapflights offers flight deals from Dulles Intl to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $73). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in September is currently the most expensive (average of $268). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Dulles Intl to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Baltimore to Fort Lauderdale flights
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Reagan-National to Miami flights
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Baltimore to Dallas/Fort Worth flights
Reagan-National to Orlando flights
Baltimore to Los Angeles flights
Baltimore to Las Vegas flights
Reagan-National to Los Angeles flights
Baltimore to Atlanta flights
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Reagan-National to Fort Lauderdale flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Luis Munoz Marin Intl flights
Dulles Intl to Tampa flights
Dulles Intl to Hobby flights
Reagan-National to Las Vegas flights
Dulles Intl to Sky Harbor Intl flights
Baltimore to Tampa flights
Baltimore to Luis Munoz Marin Intl flights
Dulles Intl to Heathrow flights
Baltimore to O'Hare Intl flights
Reagan-National to Atlanta flights
Dulles Intl to Seattle flights
Reagan-National to Seattle flights
Baltimore to George Bush Intcntl flights
Dulles Intl to San Francisco flights
Dulles Intl to Atlanta flights
Reagan-National to O'Hare Intl flights
Dulles Intl to George Bush Intcntl flights
Baltimore to Denver flights
Dulles Intl to O'Hare Intl flights
Reagan-National to Tampa flights
Dulles Intl to New Orleans flights
Reagan-National to San Francisco flights
Reagan-National to Dallas/Fort Worth flights
Reagan-National to Boston flights
Dulles Intl to Denver flights
Reagan-National to Cancún flights
Baltimore to San Francisco flights
Reagan-National to George Bush Intcntl flights
Dulles Intl to Austin flights

Top 9 airlines flying from Dulles Intl to Caribbean

Discover the top 9 airlines that operate flights from Dulles Intl to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$426FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$577FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$145Average$602FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$150Average$296FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$161Average$583FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$412FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$210Average$491FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$246Average$617FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$389Average$468FlexibilityNo cancel feeOn-time67%

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